Abstract
A variety of the protected O-[(3-deoxy-α- d- manno-2-octulopyranosyl)onic acid]-(2→4)-3-deoxy- d- manno-2-octulosonic acid [α-Kdo-(2→4)-Kdo] derivatives have been synthesized starting from methyl [2-(trimethylsilyl)ethyl 4,5,7,8-tetra- O-acetyl-3-deoxy-α- d- manno-2-octulopyranosid]onate. Some of these were conjugated with a protected form of a bacterial lipid A subunit-analog (GLA-60) having beneficial immunopharmacological activity, namely benzyl 2-[(3 R)-3-(benzyloxy-methoxy)tetradecanamido]-2-deoxy-4- O-(diphenoxyphosphinyl)-3- O-[(3 R)-3-tetradecanoyloxytetradecanoyl]-β- d-glucopyranoside.
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